HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethylamine → HCID 178464151, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Benzyl 3-oxocyclobutane-1-carboxylate | HCID 15830669 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178464151 | HCID 178464151 | 59% |
Reaction Steps
To a solution of 3-oxocyclobutane carboxylic benzyl ester (88.1 mg, 0.43 mmol) in dichloromethane (4.3 mL) were successively added diethylamine (0.18 mL, 1.73 mmol) and sodium triacetoxyborohydride (137.0 mg, 0.65 mmol). The mixture was stirred at room temperature for 5 hours, and then to the reaction solution was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered, and then evaporated. The resulting residue was purified by silica gel column chromatography (chloroform/methanol 20/1 to 5/1) to give the titled compound (66.3 mg, 59%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07825155B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-73f160208dc54504a095dc7c7c5a528c |
| Source note | uspto-grants-2010_11 |